Sodium Hydroxide → 2-[2,4-Difluoro-3-[[3-(3-fluorophenyl)-5-methyl-phenyl]methylamino]phenoxy]acetic acid

HRID 1771604노트

반응식

HRID 1771604 반응식
[F:1][C:2]1[C:15]([NH:16][CH2:17][C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=3)[CH:19]=2)=[C:14]([F:32])[CH:13]=[CH:12][C:3]=1[O:4][CH2:5][C:6]([O:8]C(C)C)=[O:7].[OH-].[Na+]>C1COCC1>[F:1][C:2]1[C:15]([NH:16][CH2:17][C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=3)[CH:19]=2)=[C:14]([F:32])[CH:13]=[CH:12][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 89443771Isopropyl 2-[2,4-difluoro-3-[[3-(3-fluorophenyl)-5-methyl-phenyl]methylamino]phenoxy]acetate

생성물 1

HCID 715155182-[2,4-Difluoro-3-[[3-(3-fluorophenyl)-5-methyl-phenyl]methylamino]phenoxy]acetic acid수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of isopropyl 2-[2,4-difluoro-3-[[3-(3-fluorophenyl)-5-methylphenyl]methylamino]phenoxy]acetate (127 mg, 0.29 mmol, 1.0 eq) in THF (3 mL) was added NaOH (2M aqueous solution, 0.57 mL, 1.15 mmol, 4.0 eq) at room temperature. The reaction was stirred at room temperature for 1 h and then the THF removed in vacuo and the aqueous residue adjusted to pH 4 by addition of 1M HCl. The precipitate was collected by filtration, dried in vacuo and crystallized from CH2Cl2 and petroleum ether to give the title compound (I(d)) as a white solid (50 mg, 44%).

후처리

  1. customthe THF removed in vacuo
  2. additionthe aqueous residue adjusted to pH 4 by addition of 1M HCl
  3. filtrationThe precipitate was collected by filtration
  4. customdried in vacuo
  5. customcrystallized from CH2Cl2 and petroleum ether

출처 및 근거

ORD 기록
ord-8168e51b4bc14896aec9a47d5b473305
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249085B2

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